Disiamylborane
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| Names | |
|---|---|
| IUPAC name
Bis(1,2-dimethylpropyl)borane | |
| Identifiers | |
1069-54-1  | |
| 3D model (Jmol) | Interactive image Interactive image |
| ChemSpider | 167251 |
| PubChem | 192733 |
| UNII | 2O6VD8483R  |
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| Properties | |
| C10H23B | |
| Molar mass | 154.09 g/mol |
| Melting point | 35-40 °C |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| verify (what is ?) | |
| Infobox references | |
Disiamylborane (bis(1,2-dimethylpropyl)borane) is an organoborane used in organic synthesis. It is used to add water to a terminal alkyne, forming an aldehyde via anti-Markovnikov addition. Disiamylborane is relatively selective for terminal alkynes. It also is used for the selective functionalization of terminal alkenes.[1]
Naming
"Siamyl" is an abbreviation for sec-isoamyl. More modern conventions replace amyl with the pentyl group,[2] and dispense with the sec and iso naming of pentyl isomers in favor of systematic naming as a substituted alkyl chain.[3]
References
- ↑ Eric J. Leopold (1990). "Selective Hydroboration of a 1,3,7-Triene: Homogeraniol". Org. Synth.; Coll. Vol., 7, p. 258
- ↑ "Friday Dec 4 Lecture" (PDF). Amherst University.
- ↑ "Disiamylborane". PubChem.
External links
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